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$131+ Cheap flights from Dulles Intl (IAD) to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/2. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SJU
Jul 25 — Aug 11
Sat 7/25
Sat 8/1
1 adult, Economy
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Cheap flight deals from Dulles Intl to Caribbean

Cheapest flights from Dulles Intl to Caribbean
Explore the most affordable flight options available from Dulles Intl to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 25, 2026.

This American Airlines deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:34 pm
IAD
-
SJU
1 stop6h 25m
American Airlines
Wed 8/263:47 pm
SJU
-
IAD
1 stop7h 08m
American Airlines
Deal found 6/20$291
This Kiwi.com deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/204:52 pm
IAD
-
SJU
1 stop9h 23m
Frontier
Tue 8/256:45 am
SJU
-
IAD
1 stop12h 59m
Frontier
Deal found 6/21$293
This Kiwi.com deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:46 pm
IAD
-
SJU
1 stop28h 52m
Frontier
Mon 9/289:03 am
SJU
-
IAD
1 stop10h 06m
Frontier
Deal found 6/21$294
This American Airlines deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:57 am
IAD
-
SJU
1 stop6h 54m
American Airlines
Fri 8/283:47 pm
SJU
-
IAD
1 stop7h 08m
American Airlines
Deal found 6/21$296
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2412:00 pm
IAD
-
SJU
2 stops23h 06m
Multiple Airlines
Fri 8/286:45 am
SJU
-
IAD
1 stop12h 59m
Multiple Airlines
Deal found 6/20$297
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/117:48 am
IAD
-
SJU
2 stops29h 53m
Frontier
Mon 8/176:00 am
SJU
-
IAD
1 stop13h 38m
Frontier
Deal found 6/20$298
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/316:46 pm
IAD
-
SJU
1 stop19h 14m
Multiple Airlines
Tue 8/46:00 am
SJU
-
IAD
1 stop13h 38m
Multiple Airlines
Deal found 6/20$299
This Kiwi.com deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:46 pm
IAD
-
SJU
1 stop28h 52m
Frontier
Sat 10/106:15 am
SJU
-
IAD
2 stops18h 13m
Frontier
Deal found 6/21$301
This Kiwi.com deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/27:49 am
IAD
-
SJU
2 stops30h 11m
Frontier
Thu 8/66:00 am
SJU
-
IAD
1 stop13h 38m
Frontier
Deal found 6/24$303
This Kiwi.com deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:09 pm
IAD
-
SJU
1 stop22h 02m
Multiple Airlines
Sun 8/1611:50 am
SJU
-
IAD
2 stops23h 30m
Multiple Airlines
Deal found 6/21$305
This Kiwi.com deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:09 pm
IAD
-
SJU
1 stop22h 02m
Frontier
Sat 8/153:10 am
SJU
-
IAD
1 stop9h 37m
Frontier
Deal found 6/21$306
This American Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:57 am
IAD
-
STT
1 stop7h 02m
American Airlines
Fri 9/43:43 pm
STT
-
IAD
1 stop7h 12m
American Airlines
Deal found 6/24$367

Find flight deals from Dulles Intl to Caribbean

Keep the following information in mind while searching for Dulles Intl to Caribbean flight deals. Data was last updated June 25, 2026.

Round-trip from

$291
(American Airlines)

One-way from

$131
(Trip.com)

Popular in

June

Cheapest in

October

Average price

$444

Good round-trip deal

$421 or less

Good one-way deal

$184 or less
From Washington, D.C. Dulles Intl to Caribbean
Search Deals
One-way flight from Washington, D.C. Dulles Intl to Caribbean
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($41 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals
Price to beat on a round-trip flight from Washington, D.C. Dulles Intl to Caribbean.
Search Deals
Price to beat on a one-way flight from Washington, D.C. Dulles Intl to Caribbean.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Dulles Intl to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 25, 2026.
Use the filters below to find and compare flights from Washington, D.C. Dulles Intl Airport to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Tue 8/18

6:15 am-2:44 pm

1 stop8h 29m

San Juan Luis Munoz Marin Intl

Wed 8/26

4:55 pm-8:47 pm

Nonstop3h 52m

$362

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 7/19

5:24 pm-9:24 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Sat 7/25

7:20 am-11:21 am

Nonstop4h 01m

$395

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Tue 7/28

6:33 am-1:45 pm

1 stop7h 12m

San Juan Luis Munoz Marin Intl

Sun 8/2

7:20 am-11:21 am

Nonstop4h 01m

$409

Washington, D.C.Nassau

IAD - NAS

IADNAS

Washington, D.C. Dulles Intl

Fri 8/21

8:28 am-1:57 pm

1 stop5h 29m

Nassau Intl

Wed 8/26

1:16 pm-12:34 am

1 stop11h 18m

$418

Washington, D.C.Nassau

IAD - NAS

IADNAS

Washington, D.C. Dulles Intl

Fri 8/21

6:00 am-1:57 pm

1 stop7h 57m

Nassau Intl

Tue 8/25

3:22 pm-12:34 am

1 stop9h 12m

$418

Washington, D.C.Nassau

IAD - NAS

IADNAS

Washington, D.C. Dulles Intl

Sun 10/25

6:10 am-11:49 am

1 stop5h 39m

Nassau Intl

Fri 10/30

2:55 pm-8:37 pm

1 stop5h 42m

$418

Washington, D.C.Nassau

IAD - NAS

IADNAS

Washington, D.C. Dulles Intl

Thu 10/29

6:10 am-11:49 am

1 stop5h 39m

Nassau Intl

Tue 11/3

2:55 pm-8:37 pm

1 stop5h 42m

$418

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 7/26

8:34 am-12:34 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Thu 7/30

7:20 am-11:21 am

Nonstop4h 01m

$425

Washington, D.C.Oranjestad

IAD - AUA

IADAUA

Washington, D.C. Dulles Intl

Fri 11/6

1:16 am-10:05 pm

1 stop19h 49m

Oranjestad Reina Beatrix

Fri 11/13

3:46 pm-3:15 am

1 stop12h 29m

$451

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 8/23

9:00 am-12:54 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Wed 8/26

3:56 pm-12:44 am

1 stop8h 48m

$452

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/20

Showing 1-10 of 60 resultsSorted by cheapest first
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6

Best time to book a flight from Dulles Intl to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Dulles Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Washington, D.C. Dulles Intl Airport to Caribbean

What is the cheapest month to book a flight from Washington, D.C. Dulles Intl Airport to Caribbean?

Currently, October is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Caribbean (average of $102). Flying from Washington, D.C. Dulles Intl Airport to Caribbean in August is currently the most expensive (average of $846). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from IAD to CB?

Find hourly flight availability from Dulles Intl to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 25, 2026.

A simple way to save on the total cost of your ticket is to fly from Washington, D.C. Dulles Intl Airport to Caribbean in the afternoon. If you’re flexible enough to do this you can expect to save up to 41% on your trip compared to booking a flight at noon.

Weekly flight availability from Washington, D.C. Dulles Intl Airport to Caribbean

Explore weekly flight availability from Dulles Intl to Caribbean. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 25, 2026.

The most flights from IAD to 0CB are scheduled on a Monday (5 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (5 on average).

How far ahead should I book a flight from Washington, D.C. Dulles Intl Airport to Caribbean?

To ensure you get the cheapest price possible for a flight from Washington, D.C. Dulles Intl Airport to Caribbean, you should look to book at least 32 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest day to fly from Washington, D.C. Dulles Intl Airport to Caribbean?

Use this chart to determine the cheapest time to fly round-trip from Dulles Intl to Caribbean. Price data was last updated on June 20, 2026.

Travelers seeking maximum savings on their Washington, D.C. Dulles Intl Airport to Caribbean flight should consider departing on Wednesday at noon when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated June 25, 2026.
Read reviews from past customers who have flown Delta,Copa Airlines, andUnited Airlines from Washington, D.C. Dulles Intl Airport to Caribbean. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.8
Good
8,445 reviews

Entertainment

7.8

Comfort

7.8

Crew

8.5

Overall

7.8

Food

7.2

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
Delta
7.8
Good
8,445 reviews
Delta
7.8
Good
8,445 reviews

Entertainment

7.8

Comfort

7.8

Crew

8.5

Overall

7.8

Food

7.2

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
Copa Airlines
7.6
Good
1,569 reviews
Delta
7.8
Good
8,445 reviews

Entertainment

7.8

Comfort

7.8

Crew

8.5

Overall

7.8

Food

7.2

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
United Airlines
7.4
Good
9,892 reviews
Delta
7.8
Good
8,445 reviews

Entertainment

7.8

Comfort

7.8

Crew

8.5

Overall

7.8

Food

7.2

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
American Airlines
7.1
Good
11,766 reviews
Delta
7.8
Good
8,445 reviews

Entertainment

7.8

Comfort

7.8

Crew

8.5

Overall

7.8

Food

7.2

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
Frontier
5.6
Fair
2,866 reviews
Delta
7.8
Good
8,445 reviews

Entertainment

7.8

Comfort

7.8

Crew

8.5

Overall

7.8

Food

7.2

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

Related info for your journey

Find useful and relevant information for your journey from Dulles Intl to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Washington, D.C. Dulles Intl Airport to Caribbean?

    For as low as $418, United Airlines can have you in Caribbean from Washington, D.C. Dulles Intl Airport in 5h 29m. The distance between Washington, D.C. Dulles Intl Airport and Caribbean is about 960 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Washington, D.C. Dulles Intl Airport to Caribbean one-way?

    The cheapest airlines for a one-way flight from Washington, D.C. Dulles Intl Airport to Caribbean are Frontier ($54), United Airlines ($108), and Delta ($112).

  • What are the most popular routes from Washington, D.C. Dulles Intl Airport to Caribbean?

    The most popular flight routes from Washington, D.C. Dulles Intl Airport to Caribbean are Washington, D.C. Dulles Intl - San Juan Luis Munoz Marin Intl, Washington, D.C. Dulles Intl - Punta Cana and Washington, D.C. Dulles Intl - Oranjestad Reina Beatrix.

  • What are the most reliable airlines from Washington, D.C. Dulles Intl Airport to Caribbean?

    No one likes to see their flight delayed. When booking a flight from Washington, D.C. Dulles Intl Airport to Caribbean consider choosing Air Canada (93%), United Airlines (93%) or Brussels Airlines (90%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Washington, D.C. Dulles Intl Airport to Caribbean?

    While on average a flight from Washington, D.C. Dulles Intl Airport to Caribbean is generally $818, our data shows the cheapest flight currently is $180. When looking at the most popular route, (Washington, D.C. Dulles Intl - San Juan Luis Munoz Marin Intl), you can expect to pay $274 for that flight.

  • Can I find deals for flights from Dulles Intl to Caribbean that include hotel bookings?

    Yes. In addition to deals on Dulles Intl to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Dulles Intl to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Dulles Intl to Caribbean.

  • Can I find deals for business class flights from Dulles Intl to Caribbean?

    Yes. Cheapflights offers flight deals from Dulles Intl to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Washington, D.C. Dulles Intl Airport to Caribbean?

    Currently, October is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Caribbean (average of $102). Flying from Washington, D.C. Dulles Intl Airport to Caribbean in August is currently the most expensive (average of $846). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Dulles Intl to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
Dulles Intl to Seattle flights
Reagan-National to Seattle flights
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Reagan-National to Dallas/Fort Worth flights
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Reagan-National to San Francisco flights
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Baltimore to Heathrow flights
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Baltimore to Orlando flights
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Baltimore to Tampa flights
Dulles Intl to San Salvador flights
Reagan-National to Orlando flights
Baltimore to George Bush Intcntl flights
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Dulles Intl to Charles de Gaulle flights
Dulles Intl to George Bush Intcntl flights
Reagan-National to Fort Lauderdale flights
Reagan-National to Tampa flights

Top 8 airlines flying from Dulles Intl to Caribbean

Discover the top 8 airlines that operate flights from Dulles Intl to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$91Average$473FlexibilityNo cancel feeOn-time62%
DeltaCheapest$136Average$550FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$161Average$553FlexibilityNo cancel feeOn-time62%
AviancaCheapest$167Average$505FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$189Average$430FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$225Average$598FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$237Average$596FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$257Average$628FlexibilityNo cancel feeOn-time69%

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